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Serpentine (alkaloid)
Serpentine is a terpene indole alkaloid produced by several members of the family Apocynaceae (thus an " apocynaceae alkaloid"), including ''Catharanthus roseus'' and ''Rauvolfia serpentina''. See also * Vinervine *Akuammicine Akuammicine is a monoterpene indole alkaloid of the Vinca sub-group. It is found in the Apocynaceae family of plants including '' Picralima nitida'', '' Vinca minor'' and the '' Aspidosperma''. History The alkaloids are a large group of natu ... References Alkaloids found in Apocynaceae {{alkaloid-stub ...
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Terpene
Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n ≥ 2. Terpenes are major biosynthetic building blocks. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly Pinophyta, conifers. In plants, terpenes and terpenoids are important mediators of ecological biological interaction, interactions, while some insects use some terpenes as a form of defense. Other functions of terpenoids include cell growth modulation and plant elongation, light harvesting and photoprotection, and membrane permeability and fluidity control. Terpenes are classified by the number of carbons: monoterpenes (C10), sesquiterpenes (C15), diterpenes (C20), as examples. The terpene alpha-pinene is a major component of the common solvent, turpentine. The one terpene that has major applications is natural rubber (i.e., polyisoprene). The possibility that other terpenes could be used as precursors to pr ...
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Indole
Indole is an organic compound with the formula . Indole is classified as an aromatic heterocycle. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indoles are derivatives of indole where one or more of the hydrogen atoms have been replaced by substituent groups. Indoles are widely distributed in nature, most notably as amino acid tryptophan and neurotransmitter serotonin. General properties and occurrence Indole is a solid at room temperature. It occurs naturally in human feces and has an intense fecal odor. At very low concentrations, however, it has a flowery smell, and is a constituent of many perfumes. It also occurs in coal tar. It has been identified in cannabis. It is the main volatile compound in stinky tofu. When indole is a substituent on a larger molecule, it is called an ''indolyl group'' by systematic nomenclature. Indole undergoes electrophilic substitution, mainly at position 3 (see diagram in ...
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Alkaloid
Alkaloids are a broad class of natural product, naturally occurring organic compounds that contain at least one nitrogen atom. Some synthetic compounds of similar structure may also be termed alkaloids. Alkaloids are produced by a large variety of organisms including bacteria, fungus, fungi, Medicinal plant, plants, and animals. They can be purified from crude extracts of these organisms by acid-base extraction, or solvent extractions followed by silica-gel column chromatography. Alkaloids have a wide range of pharmacology, pharmacological activities including antimalarial medication, antimalarial (e.g. quinine), asthma, antiasthma (e.g. ephedrine), chemotherapy, anticancer (e.g. omacetaxine mepesuccinate, homoharringtonine), cholinomimetic (e.g. galantamine), vasodilation, vasodilatory (e.g. vincamine), Antiarrhythmic agent, antiarrhythmic (e.g. quinidine), analgesic (e.g. morphine), antibacterial (e.g. chelerythrine), and anti-diabetic, antihyperglycemic activities (e.g. berb ...
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Apocynaceae
Apocynaceae (, from '' Apocynum'', Greek for "dog-away") is a family of flowering plants that includes trees, shrubs, herbs, stem succulents, and vines, commonly known as the dogbane family, because some taxa were used as dog poison. Notable members of the family include oleander, dogbanes, milkweeds, and periwinkles. The family is native to the European, Asian, African, Australian, and American tropics or subtropics, with some temperate members as well. The former family Asclepiadaceae (now known as Asclepiadoideae) is considered a subfamily of Apocynaceae and contains 348 genera. A list of Apocynaceae genera may be found here. Many species are tall trees found in tropical forests, but some grow in tropical dry ( xeric) environments. Also perennial herbs from temperate zones occur. Many of these plants have milky latex, and many species are poisonous if ingested, the family being rich in genera containing alkaloids and cardiac glycosides, those containing the latter oft ...
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Apocynaceae Alkaloids
Apocynaceae alkaloids are natural products found in the plant family of the dogbane family (''Apocynaceae''). Occurrence The alkaloid tabernanthin is found in '' Tabernaemontana laurifolia''. The alkaloids voacangin and voacristin were isolated from ''Voacanga africana''. Representatives Representatives include tabernanthine, voacangine and voacristine. (-)-Voacangine Structural Formula V1.svg, (-)-Voacangine (-)-Voacristine Structural Formula V1.svg, (-)-Voacristine Tabernanthine Structural Formula V1.svg, Tabernanthine Uses Plant parts of ''Voacanga africana'' are utilized by African natives for various purposes, including as hallucinogens, in cultic ceremonies, and as aphrodisiacs. Ethnomedicinal use A decoction made from the stem or root bark is employed for the treatment of mental disorders and as an analgesic. The sap is applied to cavities in teeth. In southeastern Nigeria Nigeria, officially the Federal Republic of Nigeria, is a country in West Af ...
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Catharanthus Roseus
''Catharanthus roseus'', commonly known as bright eyes, Cape periwinkle, graveyard plant, Madagascar periwinkle, old maid, pink periwinkle, rose periwinkle, is a perennial species of flowering plant in the family Apocynaceae. It is native and endemic to Madagascar, but is grown elsewhere as an ornamental and medicinal plant, and now has a pantropical distribution. It is a source of the drugs vincristine and vinblastine, used to treat cancer. It was formerly included in the genus ''Vinca'' as ''Vinca rosea''. It has many vernacular names among which are ''arivotaombelona'' or ''rivotambelona'', ''tonga'', ''tongatse'' or ''trongatse'', ''tsimatiririnina'', and ''vonenina''. Taxonomy Two varieties are recognized * ''Catharanthus roseus'' var. ''roseus'' : Synonymy for this variety ::''Catharanthus roseus'' var. ''angustus'' Steenis ex Bakhuizen f. :: ''Catharanthus roseus'' var. ''albus'' G.Don G.Don, Gen. Hist. 4(1): 95. 1837. :: ''Catharanthus roseus'' var. ''occellatus'' G.D ...
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Rauvolfia Serpentina
''Rauvolfia serpentina'', the Indian snakeroot, devil pepper, serpentine wood, Sarpagandha (as known locally) or Chandrika, is a species of flower in the milkweed family Apocynaceae. It is native to the Indian subcontinent and East Asia (from India to Indonesia). ''Rauvolfia'' is a perennial undershrub widely distributed in India in the sub-Himalayan regions up to . Sarpagandha is used in folk medicine in India for centuries to treat a wide variety of maladies, including snake and insect bites, febrile conditions, malaria, abdominal pain, and dysentery. It was also used as a uterine stimulant, febrifuge, and cure for insanity. The plant was mentioned in Hindu manuscripts as long ago as 1000 BCE. Chemical composition ''Rauvolfia serpentina'' contains dozens of alkaloids of the indole alkaloid family, including ajmaline, ajmalicine, reserpine, and serpentine, among others. Research A 2016 review found that reserpine reduced systolic blood pressure (SBP) by about 8 mmHg com ...
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Vinervine
Vinervine is a monoterpene indole alkaloid of the Vinca sub-group. It is a derivative of akuammicine, with one additional hydroxy (OH) group in the indole portion, hence it is also known as 12-hydroxyakuammicine. History The alkaloids are a large group of natural products which are classified according to the part-structure which members of a particular group contain. Vinervine is a monoterpene indole alkaloid of the Vinca sub-group which shares a common biosynthesis with other members, namely that they are derived from strictosidine. It was first characterised in 1964 and the structures of closely related materials including akuammicine were confirmed in 1983. Natural occurrence Vinervine is found in a variety of plants of the Apocynaceae family, including ''Vinca erecta'', ''Tabernaemontana divaricata'' and several other flowering plants species that are native to Africa, Asia, and Europe. Biosynthesis As with other indole alkaloids, the biosynthesis of vinervine starts fro ...
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Akuammicine
Akuammicine is a monoterpene indole alkaloid of the Vinca sub-group. It is found in the Apocynaceae family of plants including '' Picralima nitida'', '' Vinca minor'' and the '' Aspidosperma''. History The alkaloids are a large group of natural products which are classified according to the part-structure which members of a particular group contain. Akuammicine is a monoterpene indole alkaloid of the Vinca sub-group which shares a common biosynthesis with other members, namely that they are derived from strictosidine. It was first isolated in 1927 and had been investigated by Sir Robert Robinson and others before its structure was correctly deduced. This was confirmed by X-ray crystallography in 2017. Natural occurrence Akuammicine is found in plants of the Apocynaceae family and was first isolated from '' Picralima nitida''. It has also been reported in '' Catharanthus roseus''. Synthesis Biosynthesis As with other indole alkaloids, the biosynthesis of akuammicine start ...
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